Villas in Winter Park

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Villas in Winter Park

Charming Winter Park 3 Bedroom Villa with Pool
9.4 out of 10, Exceptional, (11)
"Great, quiet little spot. Had everything we needed. Great location too! "
United States
Jennifer
$323 nightly
The price is $357
Oct 28 - Oct 29
Total with taxes and fees
Charming Winter Park 3 Bedroom Villa with Pool
Westgate Lakes Resort & Spa
4.0 star property
$102 nightly
The price is $114
Oct 28 - Oct 29
Total with taxes and fees
Westgate Lakes Resort & Spa
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
10.0 out of 10, Exceptional, (26)
"i had such a great time staying here. the place is super cute and spacious. it definitely made my trip more enjoyable. cord and paige were also great hosts to work with. definitely would recommend!!"
United States
Navit N.
$174 nightly
The price is $194
Oct 28 - Oct 29
Total with taxes and fees
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
9.0 out of 10, Wonderful, (2)
"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"
United States
Marty H.
$166 nightly
The price is $184
Nov 3 - Nov 4
Total with taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Banana Leaf Villa- Book your gathering today!
2.0 star property
8.0 out of 10, Very Good, (1)
$98 nightly
The price is $103
Nov 3 - Nov 4
Total with taxes and fees
Banana Leaf Villa- Book your gathering today!
Resort style family friendly vacation villa
8.8 out of 10, Excellent, (11)
"The house was beautiful, very clean each room had its own bathroom and there was also a guest bathroom in the kitchen. We had a wonderful stay here and we greatly appreciate you for having us."
United States
Nellisa K.
$319 nightly
The price is $355
Oct 29 - Oct 30
Total with taxes and fees
Resort style family friendly vacation villa
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #65559
$382 nightly
The price is $427
Oct 28 - Oct 29
Total with taxes and fees
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #65559
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
9.8 out of 10, Exceptional, (17)
"It was wonderful…we would stay again.. a home away from home!!!!"
United States
Sheila K.
$526 nightly
The price is $584
Nov 5 - Nov 6
Total with taxes and fees
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #65541
$381 nightly
The price is $426
Oct 28 - Oct 29
Total with taxes and fees
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #65541
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #65693
$449 nightly
The price is $502
Nov 2 - Nov 3
Total with taxes and fees
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #65693
3BR Townhouse Right in Front of Epic Universe!
10.0 out of 10, Exceptional, (7)
"The townhouse is updated and clean. The owners were very easy to work with and helped with all of our needs. We will stay again when we come back to the area!"
United States
Bernadette R.
$382 nightly
The price is $404
Oct 27 - Oct 28
Total with taxes and fees
3BR Townhouse Right in Front of Epic Universe!
Beauty 4 miles to Disney 3Br 2Ba Pool Home
10.0 out of 10, Exceptional, (1)
"Excellent host, went above and beyond."
United States
Anonymous traveler
$236 nightly
The price is $263
Oct 27 - Oct 28
Total with taxes and fees
Beauty 4 miles to Disney 3Br 2Ba Pool Home
Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #65689
$408 nightly
The price is $456
Nov 4 - Nov 5
Total with taxes and fees
Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #65689
2816 Simile · Storey Lake•10BR•Fire Pit•Pool•Hot Tub•Game•EVChrg
10.0 out of 10, Exceptional, (23)
"Great place to stay"
United States
Jefferson C.
$645 nightly
The price is $645
Oct 26 - Oct 27
Total with taxes and fees
2816 Simile · Storey Lake•10BR•Fire Pit•Pool•Hot Tub•Game•EVChrg
2933 Fable Street · Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV
10.0 out of 10, Exceptional, (14)
"Great accomodations"
United States
David H.
$640 nightly
The price is $640
Oct 27 - Oct 28
Total with taxes and fees
2933 Fable Street · Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV
WaterView 4 miles to Disney 3Br 2Ba Pool Home
$297 nightly
The price is $332
Oct 27 - Oct 28
Total with taxes and fees
WaterView 4 miles to Disney 3Br 2Ba Pool Home
Sheraton Vistana Resort, Orlando, Florida, United States
10.0 out of 10, Exceptional, (1)
"All the resort employees were very helpful and friendly! We would to come back again next year! The villas were very clean and nice to stay, our beds were very comfortable."
United States
Karen J.
$170 nightly
The price is $188
Nov 2 - Nov 3
Total with taxes and fees
Sheraton Vistana Resort, Orlando, Florida, United States
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667
2.0 star property
$533 nightly
The price is $596
Nov 11 - Nov 12
Total with taxes and fees
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667
Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!
8.4 out of 10, Very Good, (6)
"Great property. Communication was superior. Would recommend. Cost/value was spot on. "
United States
Ryan M.
$706 nightly
The price is $786
Nov 5 - Nov 6
Total with taxes and fees
Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!
NEW Amazing 2 Bedrooms Nex to Universal 22034
$270 nightly
The price is $300
Oct 29 - Oct 30
Total with taxes and fees
NEW Amazing 2 Bedrooms Nex to Universal 22034
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Find out more about Winter Park

Winter Park Villas information

Number of reviews
75
Accommodation
1444 Villas
Lowest Price
$103
Highest Price
$786

Frequently asked questions

Why book your villa in Winter Park with Expedia?
With Expedia, it's easy to find your ideal villa in Winter Park. Traveling with the kids? Use our handy filters to look for stays with amenities like WiFi and a pool. If you have a set budget, choose how much you'd like to spend and the star rating of the property. We'll help you find the perfect fit in tune with your style and taste.
How can I find cheap villas in Winter Park?
The best way to compare cheap villas in Winter Park is with Expedia's useful filter tool. Narrow your search by amenities, star rating and budget to access awesome deals in only a click or two.
What is there to do near my villa in Winter Park?
Whatever you love to do, Winter Park has loads of things to keep you going. Winter Park Country Club, Crealde School of Art and Winter Park Village are on most travelers' agendas. Don't leave without exploring Casa Feliz Historic Home Museum, Albin Polasek Museum and Sculpture Gardens and Kraft Azalea Gardens either. With Expedia's Winter Park hotel deals, you can see more neat attractions like these with the cash you save.

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